HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,1-Dichloroethane → 4-(Methoxycarbonyl)phenyl(3s,4s)-3-({[1-(1-benzothien-3-yl)ethyl]amino}methyl)-4-phenylpyrrolidine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,1-Dichloroethane | HCID 6365 | — |
| Edukt | 3-Acetylbenzothiophene | HCID 14316 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | HCID 68911676 | HCID 68911676 | — |
| Katalysator | HCID 178460666 | HCID 178460666 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 4-(Methoxycarbonyl)phenyl(3s,4s)-3-({[1-(1-benzothien-3-yl)ethyl]amino}methyl)-4-phenylpyrrolidine-1-carboxylate | HCID 68911581 | 55% |
Reaktionsschritte
A 1.0 ml dichloroethane solution of 119 mg of 4-(methoxycarbonyl)phenyl(3S,4S)-3-(aminomethyl)-4-phenylpyrrolidine-1-carboxylate and 62 mg of 3-acetylbenzothiophene was mixed with 0.12 ml of tetraisopropoxy titanium and stirred for 2 hours. The reaction solution was diluted with 1.0 ml of methanol, mixed with 38 mg of sodium borohydride, further stirred for 1 hour and then concentrated under a reduced pressure, and the thus obtained was purified by a silica gel chromatography (chloroform-methanol) to obtain 95 mg of 4-(methoxycarbonyl)phenyl(3S,4S)-3-({[1-(1-benzothien-3-yl)ethyl]amino}methyl)-4-phenylpyrrolidine-1-carboxylate as a yellow amorphous substance. EP: 515.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07585886B2 |
| Quelldatensatz | uspto-grants-2009_09 |
| ORD ID | ord-4b019befc9854dcc9b2ccdf87093c635 |
| Quellennotiz | uspto-grants-2009_09 |